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Merck
CN

E1271

N-Ethylmaleimide

BioXtra, ≥98% (HPLC)

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
24894398
EC Number:
204-892-4
Beilstein/REAXYS Number:
112448
MDL number:
MFCD00005509

Key Documents

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product line

BioXtra

Quality Level

200

assay

≥98% (HPLC)

impurities

≤0.001% Phosphorus (P), ≤0.1% Insoluble matter

ign. residue

≤0.1%

bp

210 °C (lit.)

mp

43-46 °C (lit.)

solubility

95% ethanol: 50 mg/mL, clear to slightly hazy (colorless to faint yellow)

anion traces

chloride (Cl-): ≤0.05%, sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%, Ca: ≤0.0005%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, Na: ≤0.005%, Pb: ≤0.001%, Zn: ≤0.0005%

storage temp.

2-8°C

SMILES string

CCN1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Gene Information

human ... SLC6A3(6531), SLC6A4(6532)

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Related Categories

Application

Reagent for the covalent modification of cysteine residues in proteins.

Biochem/physiol Actions

Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

163.2 °F - closed cup

flash_point_c

72.9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV1969
MKCQ8782
MKCQ8783
MKCS3090
MKCM9140

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Tatsuki Kurokawa et al.
Biochimica et biophysica acta, 1838(1 Pt B), 382-387 (2013-10-22)
Hv1 (also named, voltage-sensor only protein, VSOP) lacks an authentic pore domain, and its voltage sensor domain plays both roles in voltage sensing and proton permeation. The activities of a proton channel are intrinsic to protomers of Hv1, while Hv1
Dar'ya S Redka et al.
Biochemistry, 52(42), 7405-7427 (2013-09-21)
Muscarinic and other G protein-coupled receptors exhibit an agonist-specific heterogeneity that tracks efficacy and commonly is attributed to an effect of the G protein on an otherwise homogeneous population of sites. To examine this notion, M2 muscarinic receptors were purified
Nicolas Matuszak et al.
Journal of medicinal chemistry, 52(23), 7410-7420 (2009-07-09)
The endocannabinoid 2-arachidonoylglycerol (2-AG) plays a major role in many physiological processes, and its action is quickly terminated via enzymatic hydrolysis catalyzed by monoglyceride lipase (MGL). Regulating its endogenous level could offer therapeutic opportunities; however, few selective MGL inhibitors have
Hannah E Boycott et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(41), E3955-E3964 (2013-09-26)
Atrial myocytes are continuously exposed to mechanical forces including shear stress. However, in atrial myocytes, the effects of shear stress are poorly understood, particularly with respect to its effect on ion channel function. Here, we report that shear stress activated
Julia Kuligowski et al.
Talanta, 127, 181-190 (2014-06-11)
Liquid chromatography-mass spectrometry (LC-MS) has been increasingly used in biomedicine to study the dynamic metabolomic responses of biological systems under different physiological or pathological conditions. To obtain an integrated snapshot of the system, metabolomic methods in biomedicine typically analyze biofluids
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Global Trade Item Number

SKUGTIN
E1271-1G04061826690758
E1271-5G04061833601624

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